2 hours 30 minutes
Mobile ticket
Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our personalized day sailing experiences on the San Diego Bay offer a perfect blend of adventure and relaxation. With our passionate and knowledgeable crew, eco-friendly practices, and emphasis on creating memorable moments, we take your excursion to the next level. Come aboard for a truly unique and eco-conscious sailing adventure.
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels
For a full refund, cancel at least 24 hours before the scheduled departure time.
San Diego
Experience the thrill of a San Diego Bay day sailing excursion with San Diego Sailing Excursions. Explore the stunning bay, soak up the sun, and catch a glimpse of the vast Pacific Ocean on this unforgettable adventure. Relax, unwind, and enjoy the ultimate coastal experience.
Maritime Museum of San Diego
The Maritime Museum of San Diego, located along the waterfront, is home to one of the world’s finest collections of historic ships. As you sail past, you’ll see iconic vessels like the Star of India, the world’s oldest active sailing ship, along with a replica of the 16th-century San Salvador and the impressive HMS Surprise, known from Master and Commander. The museum offers a glimpse into maritime history, making it a striking sight from the water.
Soda/Pop
Bottled water
Alcoholic Beverages
day sail : this activity is exactly the same as the one provided up top just diffrent start time
Duration: 3 hours: this activity is 2 hours and 30 minutes
65 reviews
Total reviews and rating from Viator & Tripadvisor
DogloverWisconsin,Mar 28, 2026
- Review from Tripadvisor
My daughters and I enjoyed our cruise trip tremendously! We had an amazing, laid back captain, the weather was perfect and we had all we needed to enjoy the afternoon. It was the perfect ending to our trip to San Diego. I would highly recommend to anyone who loves being on the water.
R307DVdanielles,Mar 21, 2026
- Review from Tripadvisor
Captain Colin was amazing. Great excursion and the highlight of our spring break trip to San Diego. Highly recommend!
Darleen S,Mar 18, 2026
- Review from Tripadvisor
We have always wanted to go sailing and when in San Diego what better place to have your first sailing than San Diego Bay! We booked the afternoon sailing on March 16. We were given very good directions about where and when to arrive. Our trip was unforgettable! Captain Colin gave us good information and encouraged us to get on the bow to enjoy the serenity there. We were lucky enough to have a pretty active Navy showing as well and loved that part of the experience. Colin is very friendly and his boat is nice, clean and very comfortable. What I didn’t expect for a first timer was how relaxing and peaceful it was. It was really better than I ever dreamed and left us longing to do it again. We cannot recommend him and this trip enough.
ncpicerno,Mar 12, 2026
- Review from Viator
So much fun just being outside on the water. Captain Anne masterfully took us around the bay. It was a great day in San Diego.
Delia M,Mar 11, 2026
- Review from Viator
This was a fantastic personalized sail with just a few of our new friends and an amazingly knowledgeable Captain Ann Auwerda. If anyone of us saw something like dolphins, Ann would shift the sails and get us right there close up to enjoy the beauty.

Departure07565059333,Mar 3, 2026
- Review from Tripadvisor
Our sailing trip on Wine Down was absolutely incredible! From start to finish, everything was perfect. Captain Colin was fabulous - professional, knowledgeable, and made the entire experience fun. He took us to see some beautiful sites around the bay. The vibe was peaceful, the scenery was stunning, and the whole trip was the perfect way to spend our last day in San Diego. We can’t wait to come back and do it again!



elleweb78,Feb 15, 2026
- Review from Tripadvisor
It was a wonderful day on the water. Captain Billy was a joy, and a wonderful guide.


melissai435,Feb 14, 2026
- Review from Tripadvisor
We had a great day on the water! Collin did a fabulous job sailing us around the San Diego bay, and he was entertaining to talk with as well. Tour left right on time, good communication about whew to meet beforehand. There were just four guests total, so almost felt like a private charter. Highly recommend and would definitely do it again.



OnAir14304524496,Dec 7, 2025
- Review from Tripadvisor
Captain Colin was absolutely amazing!! You will not regret booking this experience. Amazing views, serene landscape, and another way to take in all the beauty San Diego offers. Colin was super attentive and committed to us having the best time.


Q7226MBmh,Nov 5, 2025
- Review from Tripadvisor
Fantastic experience from communication before excursion, to very helpful directions sent to us the day of trip. Everything happened as promised. Next time we are in San Diego this will certainly be on our list of must do. Captain Billy was in one word, Awesome! Thanks for the memories!
Operated by San Diego Sailing Excursions